3-(4-(Benzyloxy)phenyl)pyridine → Phenol, 4-(3-pyridinyl)-

HRID 1909712Notes

Reaction equation

HRID 1909712 reaction equation
C([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[CH:16]=[N:17][CH:18]=[CH:19][CH:20]=2)=[CH:11][CH:10]=1)C1C=CC=CC=1>CCO.C1COCC1.[Pd]>[N:17]1[CH:18]=[CH:19][CH:20]=[C:15]([C:12]2[CH:13]=[CH:14][C:9]([OH:8])=[CH:10][CH:11]=2)[CH:16]=1

Participants

4

Reactant 1

HCID 672269493-(4-(Benzyloxy)phenyl)pyridine

Product 1

HCID 153040Phenol, 4-(3-pyridinyl)-Yield 93%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 21873804Tetrahydrofuran ethanolSolvent

Procedure

3-(4-Benzyloxy-phenyl)-pyridine (1.15 g, 4.4 mmol) in EtOH/THF (10 mL/25 mL) was treated with 10% Pd on carbon (1.5 g) over period of 48 h at rt under H 2 balloon. Reaction mixture was filtered through Celite and concentrated to obtain the product (700 mg, 93%).

Workup

  1. customReaction mixture
  2. filtrationwas filtered through Celite
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-debc086b9e5e41cbad2a282dcdd42990
Source dataset
uspto-grants-2013_12
Patent number
US08598359B2

Reaction notes

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